6 Trips Available

from

$250

Guides > Captain Wayne Webb

Chasin’ Wake Charters

Hampton VA

Chasin’ Wake Charters
Chasin’ Wake Charters
Show All Images Show All Images
Guidesly Guarantee

Your Captain

guide pic

Wayne Webb

Loading experience...

Identity Verified

Territory

Chasin’ Wake Charters Fishing Territory
Guides > Captain Wayne Webb

Chasin’ Wake Charters

locationHampton VA

Guidesly Guarantee

Your Captain

guide pic

Wayne Webb

Identity Verified

Wayne Webb, Captain at Chasin’ Wake Charters

Chasin’ Wake Charters, helmed by the seasoned Captain Wayne Webb, offers unparalleled fishing experiences along the scenic waters, ensuring an unforgettable experience for anglers of all levels. Our fleet boasts top-of-the-line center console boats, with the pride of our fleet being a meticulously restored 23-ft Mako, boasting a rich history dating back to 1991, rejuvenated in 2020 to ensure optimal performance and comfort. Powered by a robust Suzuki engine generating 250HP, our vessel promises an exciting ride, reaching a max cruising speed of 35 knots, guaranteeing swift access to prime fishing spots.


Set out on a journey into the heart of the oceanic playground with our inshore and nearshore fishing excursions, meticulously curated to cater to your angling preferences. Whether you're a seasoned pro or a novice, our expert crew will introduce you to the exciting world of light tackle fishing, perfecting your technique amidst beautiful coastal vistas. Equipped with state-of-the-art amenities including GPS, fishfinder, and a live bait well, our vessel ensures a seamless fishing experience, promising bountiful catches with every outing.


At Chasin’ Wake Charters, we prioritize your comfort and convenience, offering an array of inclusive services designed to enhance your fishing expedition. From providing rods, reels, and tackle to offering freshly sourced live bait and lures, every aspect of your trip is meticulously planned to maximize your chances of landing the catch of a lifetime. Additionally, indulge in a well-deserved break with complimentary snacks and refreshments, expertly prepared by our attentive crew. With a dedicated first mate on board, rest assured that every detail, from fishing licenses to catch cleaning and filleting, is seamlessly taken care of, allowing you to focus solely on the excitement of the chase.


Join us at Chasin’ Wake Charters for an unparalleled fishing experience, where every moment is crafted to perfection, promising an outing that lingers in your memory long after the lines are reeled in. Book your expedition today and set out on a journey to reel in the ultimate catch amidst the gorgeous backdrop of nature’s pristine beauty.


Show more>

Upcoming Availability

September 2025
October 2025

Expertise & Attributes

fishing

fishing

Good with Large GroupsGood with Large GroupsGood with New AnglersGood with New AnglersGood with FamiliesGood with FamiliesGood with KidsGood with KidsNature / Wildlife ViewsNature / Wildlife Views

Fishing Techniques

Light Tackle

What's Included

previousnext
Keep your Catch

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

Show More

License

License

Read about the licensing details that is / is not covered in the below trips.

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Show More

What's Included

Keep your Catch

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

Show More

License

License

Read about the licensing details that is / is not covered in the below trips.

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Show More

Trips Available with Chasin’ Wake Charters

Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More
Best Price Guarantee
Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreTop-Rated
Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreInstant Booking
Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreFishing - Inshore

Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

Enjoy a relaxing 2-hour evening trip on the Chesapeake Bay starting at 6:30 PM. This private outing is perfect for families or those short on time who still want to experience the beauty of the Bay and the fun of fishing. Cast your lines for local favorites like Bluefish and Sheepshead while soaking in the sunset. All gear is included—just bring your snacks and drinks for a stress-free adventure.

Evening Trip

Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreMaximum 4 persons allowed
(base trip price includes 4 guests)
Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More2 Hours
Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More6:30 PM
$250

Pick Your Date

Loading...
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreTop-Rated
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreInstant Booking
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreFishing - Inshore
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

23’ Mako23'Mako Max 4 guests (base trip price includes 4 guests)

Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

For the ultimate experience, join Captain Wayne Webb on a full-day, 8-hour private fishing trip starting at 8:00 AM. With a full day on the Bay, you’ll have the best opportunity to chase a wide variety of species, from Bluefish and Cobia to Sheepshead and Tautog. This trip is perfect for serious anglers or groups who want to make the most of their day. Enjoy a full day of fishing, relaxation, and unforgettable moments on the Chesapeake Bay.

Full Day Trip

Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreMaximum 4 persons allowed
(base trip price includes 4 guests)
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More8 Hours
Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More8:00 AM
$900

Pick Your Date

Loading...
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreTop-Rated
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreInstant Booking
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreFishing - Inshore
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

23’ Mako23'Mako Max 4 guests (base trip price includes 4 guests)

Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

New to fishing? This beginner-friendly 8-hour trip with Captain Wayne Webb is the perfect way to discover the excitement of fishing on the Chesapeake Bay. Departing at 8:00 AM aboard a 23’ Mako, you’ll spend the day learning the basics while targeting popular species like Bluefish, Cobia, Sheepshead, Spadefish, and Tautog. Captain Wayne will provide all the gear, guidance, and local knowledge you need to get started, so no experience is required. With a maximum of 4 guests, the trip ensures plenty of hands-on support and a relaxed atmosphere. Whether you’re a family, group of friends, or first-time angler, this trip offers a fun and educational introduction to fishing on the Bay.

Full Day Trip

Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreMaximum 4 persons allowed
(base trip price includes 4 guests)
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More8 Hours
Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More8:00 AM
$900

Pick Your Date

Loading...
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreTop-Rated
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreInstant Booking
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreFishing - Inshore
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

23’ Mako23'Mako Max 4 guests (base trip price includes 4 guests)

Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

Join Captain Wayne Webb for a half-day, 4-hour private fishing trip on the Chesapeake Bay. Choose a 7:00 AM start to catch the morning bite or head out at 12:00 PM for an afternoon adventure. You’ll have plenty of time to fish prime spots for Bluefish, Cobia, Spadefish, and more. Perfect for both beginners and seasoned anglers, this trip offers a balance of fishing time and relaxation on the water.

Morning Trip

Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreMaximum 4 persons allowed
(base trip price includes 4 guests)
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More4 Hours
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More7:00 AM
$600

Afternoon Trip

Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreMaximum 4 persons allowed
(base trip price includes 4 guests)
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More4 Hours
Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More12:00 PM
$600

Pick Your Date

Loading...
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreTop-Rated
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreInstant Booking
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreFishing - Inshore
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

23’ Mako23'Mako Max 4 guests (base trip price includes 4 guests)

Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

Spend more time on the water with this 6-hour Chesapeake Bay charter, starting at 8:00 AM. This extended trip gives anglers the chance to explore more fishing grounds and target a variety of species such as Bluefish, Cobia, Sheepshead, and Tautog. Ideal for guests who want a longer adventure without committing to a full day, this trip offers a great mix of fishing action and time to enjoy the Bay’s scenery.

Morning Trip

Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And MoreMaximum 4 persons allowed
(base trip price includes 4 guests)
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More6 Hours
Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More8:00 AM
$750

Pick Your Date

Loading...

Vehicle

23’ Mako

Boat Type:

Boat Guest Capacity:

4

Boat Length:

23 ft

Manufacturer Name:

Mako

Model Year:

2020

Engine Manufacturer Name:

Suzuki

# of Engines:

1

Horsepower Per Engine:

250

Maximum Cruising Speed:

35

Features: Bait Tank Fish Finder GPS

Chasin’ Wake Charters Mako Boat

Chasin’ Wake Charters offers a 23-foot center console boat, built by Mako in 1991 and restored in 2020, perfect for an intimate and thrilling adventure on the water. This well-maintained vessel, designed for up to 4 passengers, is powered by a robust Suzuki engine.

Boat

Chasin’ Wake Charters Mako Boat image 0

23’ Mako

Boat Type:

Boat Guest Capacity:

4

Boat Length:

23 ft

Vehicle Details

FAQs about Chasin’ Wake Charters

Reports and Expert Articles

defaultImg

Amazing cobia fishing

the cobia fishing has been amazing with a very nice class of fish. some days we have been catching 10 plus cobia a day

defaultImg

Chesapeake Bay Fishing Report

Experience the summer vibes and the thrill of reeling in your catch! Don't miss out on the summer fun! Contact us via phone, text, or messenger to secure your adventure today. We provide all the equipment, bait, and fuel you need. Just bring your comfy attire, snacks, and get ready to enjoy a fantastic day out on the stunning blue waters!

Loading...